Hydrochloric Acid → 1-Butylindoline-6-carboxylic acid

HRID 14160

Reaktionsgleichung

Reaktionsgleichung von HRID 14160
[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([O:16]C)=[O:15])[CH:12]=2)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+].Cl>CO>[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([OH:16])=[O:15])[CH:12]=2)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21086137Methyl 1-butylindoline-6-carboxylate

Produkt 1

HCID 210851761-Butylindoline-6-carboxylic acidAusbeute 77,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a mixture of Methyl 1-butylindoline-6-carboxylate (1.6 g) in methanol (20 mL) was added 1N NaOH (5.0 mL). The mixture was heated at 60° C. for 2 h then cooled to room temperature, poured into 1N HCl and extracted into ethyl acetate. The ethyl acetate extract was dried over anhydrous magnesium sulfate and concentrated to give 1.16 g of the title compound: 1H NMR (CDCl3) δ 0.974, 1.43, 1.60, 3.01, 3.11, 3.42, 7.1, 7.43.

Aufarbeitung

  1. temperaturethen cooled to room temperature
  2. extractionextracted into ethyl acetate
  3. extractionThe ethyl acetate extract
  4. dry with materialwas dried over anhydrous magnesium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4748ebe0bb264d399d4df8d4fc63104d
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727997B2

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